$212 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Thu, Sep 17 - Mon, Sep 21
United Airlines Logo
8:00 pm - 12:30 pm
HNL
-
ORD
11h 30m
1 stop
United Airlines Logo
1:58 pm - 7:48 pm
ORD
-
HNL
10h 50m
1 stop
$400United Airlines
Fri, Sep 18 - Mon, Sep 21
Delta Logo
3:35 pm - 10:00 am
HNL
-
ORD
13h 25m
1 stop
Delta Logo
12:40 pm - 7:21 pm
ORD
-
HNL
11h 41m
1 stop
$424Delta
Wed, Aug 12 - Tue, Aug 18
Southwest Logo
8:15 am - 5:00 am
HNL
-
MDW
15h 45m
1 stop
Southwest Logo
10:20 am - 9:10 pm
MDW
-
HNL
15h 50m
1 stop
$428Southwest
Wed, Sep 2 - Wed, Sep 16
Multiple Airlines Logo
7:50 am - 11:59 pm
HNL
-
ORD
11h 09m
1 stop
Multiple Airlines Logo
9:20 am - 3:50 pm
ORD
-
HNL
11h 30m
1 stop
$470Multiple Airlines
Wed, Sep 2 - Wed, Sep 16
Multiple Airlines Logo
8:10 am - 11:41 pm
HNL
-
ORD
10h 31m
1 stop
Multiple Airlines Logo
9:20 am - 3:50 pm
ORD
-
HNL
11h 30m
1 stop
$471Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
Alaska Airlines Logo
10:51 pm - 1:13 pm
OGG
-
ORD
33h 22m
1 stop
Alaska Airlines Logo
7:59 pm - 8:52 pm
ORD
-
OGG
29h 53m
1 stop
$500Alaska Airlines
Wed, Aug 12 - Tue, Aug 18
Southwest Logo
8:15 am - 5:55 am
HNL
-
MDW
16h 40m
2 stops
Southwest Logo
10:20 am - 9:10 pm
MDW
-
HNL
15h 50m
1 stop
$508Southwest
Mon, Apr 6 - Fri, Apr 10
American Airlines Logo
9:30 pm - 5:41 pm
LIH
-
ORD
15h 11m
1 stop
American Airlines Logo
6:00 am - 12:22 pm
ORD
-
LIH
11h 22m
1 stop
$512American Airlines
Thu, Apr 23 - Mon, Apr 27
Alaska Airlines Logo
10:51 pm - 1:13 pm
OGG
-
ORD
33h 22m
1 stop
Alaska Airlines Logo
6:00 am - 3:42 pm
ORD
-
OGG
14h 42m
1 stop
$513Alaska Airlines
Fri, May 8 - Sun, May 10
American Airlines Logo
3:03 pm - 7:18 am
OGG
-
ORD
11h 15m
1 stop
American Airlines Logo
6:00 am - 1:24 pm
ORD
-
OGG
12h 24m
1 stop
$580American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$212
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Lihue to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,717
Business Class flights to Chicagofrom $2,872
Premium Economy Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334